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Merck
CN

33693

Equilenin solution

100 μg/mL in acetonitrile, VETRANAL®, analytical standard

Synonym(s):

3-Hydroxy-1,3,5(10),6,8-estrapentaen-17-one

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About This Item

Empirical Formula (Hill Notation):
C18H18O2
CAS Number:
517-09-9
Molecular Weight:
266.33
NACRES:
NA.24
PubChem Substance ID:
329754629
UNSPSC Code:
41116107
EC Number:
200-835-2
MDL number:
MFCD00003619

Key Documents

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InChI key

PDRGHUMCVRDZLQ-WMZOPIPTSA-N

InChI

1S/C18H18O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2-5,10,16,19H,6-9H2,1H3/t16-,18-/m0/s1

SMILES string

[H][C@@]12CCC(=O)[C@@]1(C)CCc3c2ccc4cc(O)ccc34

grade

analytical standard

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

concentration

100 μg/mL in acetonitrile

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

agriculture

format

single component solution

storage temp.

2-8°C

Quality Level

100

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Application

Equilenin may be used as an analytical reference standard for the quantification of the analyte in pharmaceutical formulations using high-performance liquid chromatography (HPLC) with fluorescence and ultraviolet detection.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

35.6 °F

flash_point_c

2 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCBZ5317
BCBV5256

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Kuan-Wei Peng et al.
Chemical research in toxicology, 23(8), 1374-1383 (2010-06-15)
4-Hydroxyequilenin (4-OHEN) is a major phase I metabolite of the equine estrogens present in widely prescribed hormone replacement formulations. 4-OHEN is autoxidized to an electrophilic o-quinone that has been shown to redox cycle, generating ROS, and to covalently modify proteins
Carol A Shultz et al.
Chemical research in toxicology, 24(12), 2153-2166 (2011-09-14)
Polycyclic aromatic hydrocarbons (PAHs) are suspect human lung carcinogens and can be metabolically activated to remote quinones, for example, benzo[a]pyrene-1,6-dione (B[a]P-1,6-dione) and B[a]P-3,6-dione by the action of either P450 monooxygenase or peroxidases, and to non-K region o-quinones, for example B[a]P-7,8-dione
The Pesticide Encyclopedia, 17(2), 337-347 (2014)
Shuang Ding et al.
Chemical research in toxicology, 21(5), 1064-1073 (2008-04-18)
Equilin and equilenin, components of the hormone replacement therapy drug Premarin, can be metabolized to the catechol 4-hydroxyequilenin (4-OHEN). The quinoids produced by 4-OHEN oxidation react with dC, dA, and dG to form unusual stable cyclic adducts, which have been
Minsun Chang et al.
Advances in experimental medicine and biology, 617, 601-607 (2008-05-24)
Oxidative metabolism of estrogens has been associated with genotoxicity. O-methylation of catechol estrogens is considered as a protective mechanism. 4-Methoxyequilenin (4-MeOEN) is the O-methylated product of 4-hydroxyequilenin (4-OHEN). 4-OHEN, the major catechol metabolite of the equine estrogens present in the
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